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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Photo 1 of 20
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard View Retreat • Fire Pit • Wine Perks
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
16–21 Nov
16–21 Nov
£1,239 total
Show price breakdown
£1,239 total
,
·
4.96 out of 5 average rating, 98 reviews
4.96 (98)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
The Grove on Alexander Valley
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Nov
8–13 Nov
£2,872 total
Show price breakdown
£2,872 total
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Healdsburg
Heavenly Hideaway - Wine Tastings Included
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
£1,976 total
Show price breakdown
£1,976 total
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
20–25 Sept
20–25 Sept
£3,602 total
Show price breakdown
£3,602 total
Free cancellation
5.0 out of 5 average rating, 125 reviews
5.0 (125)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
£1,680 total
Show price breakdown
£1,680 total
Free cancellation
5.0 out of 5 average rating, 275 reviews
5.0 (275)
Photo 1 of 29
Home in Healdsburg
Luxe Healdsburg Estate | Pool, Pickleball, Views
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
23–28 Sept
23–28 Sept
£7,104
£5,853 total
Show price breakdown
New place to stay
New
Photo 1 of 29
Luxe
Luxe
Villa in Healdsburg
Private Sonoma Estate: Tennis, Pickleball, Pool
7 bedrooms
7 bedrooms
,
·
9 beds
9 beds
,
·
7 bathrooms
7 bathrooms
17–22 Sept
17–22 Sept
£12,929 total
Show price breakdown
£12,929 total
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Modern Healdsburg Retreat • Hot Tub, Bocce & Views
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
2 bathrooms
2 bathrooms
14–19 Nov
14–19 Nov
£3,014 total
Show price breakdown
£3,014 total
4.93 out of 5 average rating, 180 reviews
4.93 (180)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard Vue - Wine Tastings Included
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
28 Oct – 2 Nov
28 Oct – 2 Nov
£3,799 total
Show price breakdown
£3,799 total
Free cancellation
4.99 out of 5 average rating, 76 reviews
4.99 (76)
Photo 1 of 29
Superhost
Superhost
Home in Forestville
Vineyard Hill views from the top of Sonoma Valley
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
21–26 Sept
21–26 Sept
£1,452 total
Show price breakdown
£1,452 total
Free cancellation
New place to stay
New
Photo 1 of 12
Top guest favourite
Guest favourite
Guest house in Healdsburg
Luxurious, Private, Healdsburg Guest Cottage
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
30 Oct – 4 Nov
30 Oct – 4 Nov
£1,608 total
Show price breakdown
£1,608 total
Free cancellation
4.99 out of 5 average rating, 321 reviews
4.99 (321)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
ALBA | A modern luxury retreat in Healdsburg
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
22–27 Sept
22–27 Sept
£3,935
£3,501 total
Show price breakdown
4.97 out of 5 average rating, 31 reviews
4.97 (31)
Photo 1 of 17
Top guest favourite
Guest favourite
Home in Healdsburg
Dry Creek Valley Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
£915 total
Show price breakdown
£915 total
Free cancellation
4.96 out of 5 average rating, 496 reviews
4.96 (496)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Healdsburg
Homestead with Pool Hot Tub and Tastings Included
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
21–26 Sept
21–26 Sept
£3,684 total
Show price breakdown
£3,684 total
4.94 out of 5 average rating, 102 reviews
4.94 (102)
Photo 1 of 13
Guest favourite
Guest favourite
Home in Healdsburg
Healdsburg 2br Cottage with Private Yard!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
£1,383
£1,240 total
Show price breakdown
Free cancellation
4.92 out of 5 average rating, 157 reviews
4.92 (157)
Photo 1 of 6
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
£2,499 total
Show price breakdown
£2,499 total
Free cancellation
4.98 out of 5 average rating, 59 reviews
4.98 (59)
Photo 1 of 29
Luxe
Luxe
Home in Healdsburg
3 BR | Saltwater Pool | Spa | Walk to Wineries
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
25–30 Oct
25–30 Oct
£5,385
£4,958 total
Show price breakdown
Book early to save
Free cancellation
5.0 out of 5 average rating, 42 reviews
5.0 (42)
Photo 1 of 27
Top guest favourite
Guest favourite
Home in Healdsburg
Cuvée House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
£3,554
£3,112 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 53 reviews
5.0 (53)
Photo 1 of 24
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa in Healdsburg
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
£1,844
£1,707 total
Show price breakdown
Book early to save
Free cancellation
4.98 out of 5 average rating, 49 reviews
4.98 (49)
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